SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

5 bedrooms4 bathroomsSleeps 10239.2 sq m

Popular amenities

Dryer
Washer
Parking available
Kitchen
Pool
Barbecue grill

Explore the area

Key West, Florida

Duval Street
‪4 min walk‬
Mallory Square
‪10 min walk‬
Ernest Hemingway Home and Museum
‪15 min walk‬
Key West, FL (EYW-Key West Intl.)
‪10 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Single Beds

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Balcony

Garden

Dining Area

About this property

LUXURY IN OLD TOWN...
Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this home has a unique sense of privacy. This property offers the utmost in privacy set gated, peaceful and quiet.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

LOUNGE...
Relax by the private heated pool on a lounge chair or on one of the 2 expansive porches. Lush tropical landscaping throughout with tall palms offering generous shade to the expansive grounds.

DINE...
The cozy dining room is wrapped with earthy Dade County Pine walls and wood flooring. Dining indoors with plentiful bar seating or outside by the bbq makes for family meals together. Living area boasts plenty of indoor seating and a flat screen tv.

SLEEPING ARRANGEMENTS....
Up to 10 people can sleep in this rare gem. There are two king bedrooms with two full ensuite baths off of the kitchen on the 1st floor. The 2nd floor is made up of the primary bedroom with king bed and full en suite bath. Enjoy french doors to a large private covered porch with bird’s eye view. Also located on the 2nd floor is a full bath that is shared by the two bedrooms on the 3rd floor. The 3rd floor is great for children offering a bedroom with two twin beds that convert to a king upon request, and another bedroom with a king bed.

OUTDOOR LIVING AND AMENITIES...
The Historic Seaport is in walking distance and where you will find quaint shops & restaurants just three short blocks to Duval Street and all of the attractions downtown Key West has to offer. Take a sunset cruise, go snorkeling, or grab a fishing charter.

PARKING...
Enjoy parking for up to 3 vehicles!

BEACHES...
There is a small beach called Simonton Beach 0.4 miles away. Fort Zachary Taylor Beach is located 1.4 miles away. Another small beach called South Beach is 1.1 miles away. Higgs Beach is 1.5 miles and Smathers Beach is 2 miles.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

RELAXATION IN STYLE!

Property manager

Wendy Zintsmaster & Team

Premier Host

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

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Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a deadlock

Property Registration Number 25230-107008

About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.

Key West, Florida

What's nearby

Duval Street - 4 min walk - 0.4 km
Mallory Square - 10 min walk - 0.9 km
Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
Southernmost Point - 4 min drive - 1.9 km
South Beach - 7 min drive - 1.8 km

Getting around

Key West, FL (EYW-Key West Intl.) - 10 min drive

Restaurants

‪The Waterfront Brewery - ‬4 min walk
‪Cuban Coffee Queen - ‬5 min walk
‪Conch Republic Seafood Company - ‬3 min walk
‪Kermit's Key West Key Lime Shoppe - ‬3 min walk
‪Bull & Whistle Bar - ‬4 min walk

Frequently asked questions

Is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?

Check-in begins at 4:00 PM.

What time is check-out at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?

Checkout is at 10:00 AM.

Where is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! located?

Located in Key West Historic District, this holiday home is within a 5-minute walk of Donkey Milk House and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John F.

30 March 2025

A week in Paradise

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Property was even better than described: the outdoor area is private and provided a wonderful space for our family of nine to relax, play, and enjoy Key West living. Porches, front yard area, and pool are screened from the street; you are surrounded by lush gardens and green space. House was clean, well maintained, and very comfortable. Decor is lovely and reflects the vintage character of the house and location in Key West. Property manager was responsive to our needs and requests - always available via text or phone. Location is great with easy walking to restaurants, activities, coffee shops, boat basin, and other Old Town attractions. Concierge service was outstanding for planning our trip, arranging golf cart rental, beach passes, and provisioning the house with groceries prior to our arrival. Would definitely recommend the property for your large groups. It's on the short list for our next visit to Key West!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly r.

6 March 2025

Throwback to Being a Local

Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My husband and I met on key west while we were both working and living there. We have not been back since which was 30 years. Our stay at this home was perfect! Walk to everything but a perfect distance from the noise. Loved the condition, cleanliness and privacy of this home. Time was spent on the covered porches and by the pool. Would stay again! Thank you for being a great host! ❤️🥥🌴🐓🍹

10/10 Excellent

Kyle F.

9 February 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wife's 50th Birthday

Absolutely a gorgeous property and fantastic location. Key West is our favorite place to visit. This house, along with the property manager, made this year's visit the best yet! Thanks for a great birthday and we look forward to booking this property again next year

Stayed 4 nights in Jan 2025

10/10 Excellent

Colleen H.

31 January 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 4 nights in Jan 2025

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

MaryAnne S.

22 January 2025

Southernmost Belle is a GEM in Old Town!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had the most wonderful stay in Old Town, and Southernmost Belle was at the center of it all! Location, location, location!!!!We were within 2 blocks of the old Harbor, our favorite Cuban Coffee Queen, and our new favorite brunch spot-Breakfast Club TooAnd of course Duval Street!The home is a beautiful representation of a Key West style cottage, with all the modern creature comforts you want.Our group of three couples had plenty of room to spread out and find private space when wanted. We loved gathering in the living area, the front porch, and alongside the amazing heated pool.The entire 2nd floor is the primary bedroom suite with its own covered porch, that’s also accessible from the hall. We so enjoyed tucking away there mornings with our coffee.With five bedrooms total, there’s plenty of room for 5 couples or several families! We will definitely be making this our go to destination in Key West!

10/10 Excellent

Rod P.

17 January 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 4 nights in Dec 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Glenn H.

4 January 2025

A Very Nice Place

This review comes from a trusted partner site and has not been verified.

8/10 Good

debbie o.

29 December 2024

Great house. Great location.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We rented this house for a week during the Christmas holiday and loved it. Everything was as pictured. The house is set back with landscaping that creates a feeling of a private oasis. The contact at the rental company was very responsive. When we discovered that the icemaker didn’t work And she couldn’t get anyone to repair it, she brought a bag of ice. When the heater in the pool stopped working, it took several days, but she got a pool repair person to come.We had all eight of our family and the house and its surroundings Gave enough space for us to be together, but also to find time to ourselves. The only improvement I would make is to encourage the addition of some potholders and improved water pressure in the showers.

10/10 Excellent

Evan S.

13 December 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property in perfect location in old town Key West

We really enjoyed our stay at Southernmost Belle. It is a large property - big enough to easily accommodate 3 adults, 2 college kids and 2 high schoolers - without any trouble. The location is perfect for exploring Old Town -- everything is walkable (the other side of the island is about 20-25 minutes), its about 2 blocks from Duval and 2 blocks from the Marina, but it is tucked back on a quiet street so that you hardly hear any noise at all. We rented a golf cart and barely used it because walking to most things was just easier. The rooms were spacious, the beds comfortable and I loved the small pool in the front yard. The feathered friends who lived in the yard were an added, fun bonus. If I come back to Key West, I'd definitely look into staying at this property again.

Stayed 5 nights in Nov 2024

10/10 Excellent

MaryAnn R.

11 December 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family memories made

Great location...few things I would have liked...a recliner (I spent a lot of time there). A shelf of some sort in the showers and something to put luggage on in the closet. Not deal brakers but would be nice.

Stayed 6 nights in Dec 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Carol S.

7 December 2024

Very Happy

Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was great. It was clean and well maintained. Sitting on the deck each morning with coffee in the beautiful yard was a tropical dream.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Carol S.

6 December 2024

Very Happy

Rating Details: The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was great. It was clean and well maintained. Sitting on the deck each morning with coffee in the beautiful yard was a tropical dream.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Aubrey F.

7 November 2024

Great house

10/10 Excellent

E B.

4 November 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property

Beautiful, well appointed home in a great neighborhood. Great communication and lovely experience!

Stayed 3 nights in Oct 2024

10/10 Excellent

Philip C.

13 October 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 3 nights in Sep 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alex M.

10 October 2024

Best house in Key West

Stayed 5 nights in Sep 2024

10/10 Excellent

Mark S.

16 September 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A hidden gem in heart of old town!

This property is amazing! Its a hidden oasis located a very short walking distance to many of the best place to go in Key West. The house was spacious, beds where very comfortable, the kitchen is beautiful, and the grounds made you feel like you were on your own private island.

Stayed 4 nights in Sep 2024

10/10 Excellent

Woody B.

5 September 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

The house was amazing and Shana took very good care of us during our stay, will definitely plan a return trip!

Stayed 4 nights in Aug 2024

10/10 Excellent

John A.

28 August 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place for Group Trips

Myself and some friends stayed at the Southernmost Belle on a recent trip to Key West. The location is awesome. All the great spots are walkable from where the house is located. The house was clean, just as advertised and Shana was great to communicate with. Had a blast, would highly recommend to anyone looking for a vacation rantal!

Stayed 3 nights in Aug 2024

10/10 Excellent

Chris U.

15 August 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place!

Five Stars.

Stayed 2 nights in Aug 2024

8/10 Good

joanne j.

9 August 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 6 nights in Feb 2024

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John K.

9 August 2024

Southern charm

10/10 Excellent

Barry B.

19 July 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming house close to where you’ll want to be

Very nice property. Accurate on description as shown on VRBO. Needs more coffee mugs. 😀

Stayed 4 nights in Jul 2024

10/10 Excellent

Monique M.

17 July 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Setup!

This property is amazing!!! The location is perfect, pool, artificial turf, 2 washers, two dryers, just awesome. This home provides every bit of convenience and comfort. We truly enjoyed our stay!

Stayed 3 nights in Jul 2024

10/10 Excellent

Anthony H.

15 July 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

great time at southernmost belle

our family of seven had a great time at the southernmost belle. clean. good a/c. close to everything. enjoyed the pool after playing at the beach all day.

Stayed 3 nights in Jul 2024

About the host

Hosted by Wendy Zintsmaster & Team

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

Photo gallery for SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

Reviews

Popular amenities

Explore the area

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

Bedroom 2

Bedroom 3

Bedroom 4

Bedroom 5

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

About this property